(3Z)-3-Ethylidene-6,7-dimethoxyisobenzofuran-1(3H)-one

Details

• Internal ID: 5e2b7a13-530a-46be-b9a6-266d802abff1
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones
• IUPAC Name: (3Z)-3-ethylidene-6,7-dimethoxy-2-benzofuran-1-one
• SMILES (Canonical): CC=C1C2=C(C(=C(C=C2)OC)OC)C(=O)O1
• SMILES (Isomeric): C/C=C\1/C2=C(C(=C(C=C2)OC)OC)C(=O)O1
• InChI: InChI=1S/C12H12O4/c1-4-8-7-5-6-9(14-2)11(15-3)10(7)12(13)16-8/h4-6H,1-3H3/b8-4-
• InChI Key: TWRVIBBQOKJIPK-YWEYNIOJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (3Z)-3-Ethylidene-6,7-dimethoxyisobenzofuran-1(3H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7953	79.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6048	60.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8432	84.32%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.9501	95.01%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	-	0.5465	54.65%
CYP2C9 inhibition	-	0.9582	95.82%
CYP2C19 inhibition	+	0.7764	77.64%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	+	0.8736	87.36%
CYP2C8 inhibition	-	0.6417	64.17%
CYP inhibitory promiscuity	+	0.8379	83.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3578	35.78%
Eye corrosion	-	0.9129	91.29%
Eye irritation	+	0.9161	91.61%
Skin irritation	-	0.7488	74.88%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7260	72.60%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7333	73.33%
Acute Oral Toxicity (c)	II	0.5595	55.95%
Estrogen receptor binding	+	0.6250	62.50%
Androgen receptor binding	+	0.5481	54.81%
Thyroid receptor binding	-	0.6223	62.23%
Glucocorticoid receptor binding	-	0.7516	75.16%
Aromatase binding	+	0.5306	53.06%
PPAR gamma	-	0.6673	66.73%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.45%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.84%	96.09%
CHEMBL2535	P11166	Glucose transporter	83.84%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	82.41%	90.20%
CHEMBL4040	P28482	MAP kinase ERK2	82.39%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%

Plants that contains it

• Chamaemelum fuscatum
• Citrullus colocynthis
• Onychium japonicum
• Pittosporum illicioides

Cross-Links

• PubChem: 25135577
• NPASS: NPC160425
• ChEMBL: CHEMBL508455
• LOTUS: LTS0082421
• wikiData: Q105266051